European Journal of Chemistry

Synthesis, characterization and antibacterial evaluation of novel 2-mercaptobenzothiazole derivatives bearing 2-aminonicotinonitrile moiety

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Published: Mar 31, 2016
DOI: https://doi.org/10.5155/eurjchem.7.1.8-13.1333
Keywords:
2-MBT, Chalcones, Microwave, Malononitrile, Ultrasonic method, 2-Aminonicotinonitrile
Section
Research Article
Issue
Vol. 7 No. 1 (2016): March 2016
Dates
Received 2015-10-13
Accepted 2015-11-14
Published 2016-03-31


Main Article Content

Monther Faisal Mahdi
Department of Pharmaceutical Chemistry, College of Pharmacy, Al-Mustansiriyah University, Baghdad, 10001, Iraq
Rafah Fadhil Al-Smaism
Department of Pharmaceutical Chemistry, College of Pharmacy, Al-Mustansiriyah University, Baghdad, 10001, Iraq
Noor Waleed Ibrahim
Department of Pharmaceutical Chemistry, College of Pharmacy, Al-Mustansiriyah University, Baghdad, 10001, Iraq

Abstract

An efficient methods has been described for the synthesis of new 2-aminonicotinonitrile derivatives (6a-f) bearing benzothiazole nucleus by solvent free microwave or ultrasound irradiation. The reaction proceeds via one-pot four-component by cyclo condensation reaction of heterocyclic methyl ketones (4a), malononitrile, ammonium acetate and aryl aldehydes. Chalcones intermediate and final compounds were also synthesized by conventional methods, the result confirms that microwave method showed higher yield and purity than conventional one. The synthesized compounds were characterized by FT-IR spectroscopy and 1H NMR. Antibacterial activities of the synthesized compounds have been tested against four different types of bacteria; most of the tested compounds showed significant biological activities.


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Mahdi, M. F.; Al-Smaism, R. F.; Ibrahim, N. W. Synthesis, Characterization and Antibacterial Evaluation of Novel 2-Mercaptobenzothiazole Derivatives Bearing 2-Aminonicotinonitrile Moiety. Eur. J. Chem. 2016, 7, 8-13.

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References

[1]. Singh, V.; Kumar, P.; Sanghi, R. Prog. Polym. Sci. 2012, 37, 340-364.
http://dx.doi.org/10.1016/j.progpolymsci.2011.07.005

[2]. Bougrin, K.; Loupy, A.; Soufiaoui, M. J. Photochem. Photobiol. C 2005, 6(2-3), 139-167.
http://dx.doi.org/10.1016/j.jphotochemrev.2005.07.001

[3]. Saxena, P.; Singh, D. C. P.; Ali, A.; Sharma, V. Int. J. Pharm. Pharm. Sci. 2013, 5(1), 454-458.

[4]. Biju, P.; McCormick, K.; Aslanian, R.; Berlin, M.; Solomon, D.; Chapman, R.; McLeod, R.; Prelusky, D.; Eckel, S.; Kelly, G.; Natiello, M.; House, A.; Fernandez, X.; Bitar, R.; Phillips, J.; Anthes, J. Bioorg. Med. Chem. 2011, 21(21), 6343-6347.
http://dx.doi.org/10.1016/j.bmcl.2011.08.108

[5]. Al-Majidi, S. M. H. J. Saudi Chem. Soc. 2014, 18, 893-901.
http://dx.doi.org/10.1016/j.jscs.2011.11.008

[6]. Asrondkar, A.; Patil, V.; Mishra, N.; Bobade, A. S.; Chowdhary, A. S. World J. Pharm. Res. 2015, 4(2), 618-626.

[7]. Chugunova, E.; Boga, C.; Sazykin, I.; Cino, S.; Micheletti, G.; Mazzanti, A.; Sazykina, M.; Burilov, A.; Khmelevtsova, L.; Kostina, N. Eur. J. Med. Chem. 2015, 93, 349-359.
http://dx.doi.org/10.1016/j.ejmech.2015.02.023

[8]. Dua, R.; Sonwane, S. K.; Srivastava, S. K.; Srivastava, S. D. World J. Chem. 2010, 5(1), 52-56.

[9]. Aboelmagd, A.; Ali, I. A. I.; Salem, E M. S.; Abdel-Razik M. Arkivoc 2011, 9, 337-353.

[10]. Bari, S.; Manda, S.; Ugale, V.; Jupally, V. R.; Akena, V. Indian J. Chem. B 2015, 54, 418-429.

[11]. Srivastava, S. K.; Yadav, R.; Srivastava, S. D. Indian J. Chem. B 2004, 43, 399-405.

[12]. Azam, M. A.; Suresh, B. Sci. Pharm. 2012, 80, 789-823.
http://dx.doi.org/10.3797/scipharm.1204-27

[13]. Shah, A. R.; Dabhi, H. R.; Rana, A. K. Pharma Chem. 2015, 7(3), 158-162.

[14]. Alam, M. A.; Alam, M. M.; Zaman, M. S.; Khan, S. A.; Akhter, M. Int. J. Pharm. Chem. Anal. 2015, 2(2), 65-73.

[15]. Bule, S. S.; Kumbhare, M. R. Dighe, P. R. J. Chem. Bio. Phy. Sci. Sec. B 2013, 3(3), 1996-2005.

[16]. Ali, A. R.; El-Bendary, E. R.; Ghaly, M. A.; Shehata, I. A. Eur. J. Med. Chem. 2014, 75, 492-500.
http://dx.doi.org/10.1016/j.ejmech.2013.12.010

[17]. Pattan, S. R.; Patel, P. V.; Athare, G. S.; Jagnar, A. B.; Nirmal, S. A.; Pattan, J. S. Bulg. Chem. Commun. 2014, 46(1), 125 - 134.

[18]. Bhadani, V. N.; Patel, P. A.; Purohit, H. D.; Purohit, D. M. Int. Lett. Chem. Phys. Astron. 2015, 50, 35-42.
http://dx.doi.org/10.18052/www.scipress.com/ILCPA.50.35

[19]. Thakor, T.; Savjani, J. Int. J. Pharm. Tech. Res. 2014, 6(4), 1397-1406.

[20]. Kalaria, P. N.; Satasia, S. P.; Avalani, J. R.; Raval, D. K. Eur. J. Med. Chem. 2014, 83, 655-664.
http://dx.doi.org/10.1016/j.ejmech.2014.06.071

[21]. Hamdya, N. A.; Kamel, G. M. Egypt. Pharm. J. 2012, 11, 22-30.

[22]. Abdulrasool, M. M.; Jawad, A. H.; Shneine, J. K. Int. J. Appl. Sci. Tech. 2012, 2(10), 155-164.

[23]. Bush, K.; Jacoby, G. A.; Medeiros, A. A. Antimicrob. Agents. Chemother. 1955, 39, 1211-1233.
http://dx.doi.org/10.1128/AAC.39.6.1211

[24]. Badahdah, K. O.; Abdel Hamid, H. M.; Noureddin, S. A. J. Heterocycl. Chem. 2015, 52, 67-74.
http://dx.doi.org/10.1002/jhet.1986

[25]. Al-Messri, Z. A. K. Synthesis of lubricant's additives, PhD thesis, University of Baghdad, 2013.

[26]. Al-Mutairi, A. A.; El-Baih, F. E. M.; Al-Hazimi, H. M. J. Saudi Chem. Soc. 2010, 14, 287-299.
http://dx.doi.org/10.1016/j.jscs.2010.02.010

[27]. Jensen, B. S. Acta Chim. Scand. 1959, 13, 1668-1670.
http://dx.doi.org/10.3891/acta.chem.scand.13-1668

[28]. Bhasker, N.; Prashanthi, Y.; Subba Reddy, B. V. Chem. Sci. Trans. 2014, 3(1), 11-18.

[29]. Bhadani, V. N.; Patel, P. A.; Purohit, H. D.; Purohit, D. M. Int. Lett. Chem. Phys. Astron. 2015, 50, 35-42.
http://dx.doi.org/10.18052/www.scipress.com/ILCPA.50.35

[30]. Safari, J.; Banitaba, S. H.; Khalili, S. D. Ultrason. Sonochem. 2012, 19, 1061-1069.
http://dx.doi.org/10.1016/j.ultsonch.2012.01.005

[31]. Shi, F.; Tu, S.; Fang, F.; Li, T. Arkivoc 2005, 1, 137-142.

[32]. EUCAST, Disk diffusion method for antimicrobial susceptibility testing. The European Committee on Antimicrobial Susceptibility Testing 2009, Eucast version 1.0, 1-16.

[33]. Youssef, M. M.; Amin, M. A. Molecules 2010, 15, 8827-8840.
http://dx.doi.org/10.3390/molecules15128827

[34]. Cockerill, F. R.; Wikler, M. A.; Alder, J.; Dudley M. N.; Thomson R. B.; Tumidge, J. D.; Patil, J. B; Hecht, D. W.; Hardy, D. L. Clinical and Laboratory Standard Institute, Wayne, PA, USA, 2012.

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